5746-99-6Relevant academic research and scientific papers
A 1,3-sp2,sp3-hybridized dilithio intermediate by direct lithiation of cyclopropylidene diphenylmethane
Lillo, Victor J.,Gomez, Cecilia,Yus, Miguel
experimental part, p. 29 - 44 (2010/08/20)
The reaction of cyclopropylidene diphenylmethane 1 with an excess of lithium and a catalytic amount of naphthalene (5 mol %) at -20°, followed by addition of an electrophile [E = H2O, D2O, t-BuCHO, Me2CO, Et2CO,
Deoxygenation of benzylic alcohols using chloroboranes
Yao, Min-Liang,Pippin, Adam B.,Kabalka, George W.
scheme or table, p. 853 - 855 (2010/03/24)
New boron-based methods for deoxygenating benzylic alcohols via the corresponding alkoxides are reported.
Formation of cyclopropanes by the reductive coupling of 1,3-dihalides promoted by titanocene(II) species
Takeda, Takeshi,Shimane, Keiko,Fujiwara, Tooru,Tsubouchi, Akira
, p. 290 - 291 (2007/10/03)
The treatment of various 1,3-dihalides including the ones bearing an ester group with the titanocene(II) species produced cyclopropanes in good yields. The reaction of dihalides possessing two secondary halogens proceeded stereoselectively to afford trans
A new convenient synthesis of ethenyl ethers
Cabianca,Chéry,Rollin,Cossu,De Lucchi
, p. 1962 - 1964 (2007/10/03)
Addition-elimination of an alcohol to 1,2-bis (phenylsulfonyl)ethylene afforded β-alkoxyvinyl sulfones which were submitted to reductive elimination with 6% sodium amalgam to produce the corresponding ethenyl ethers in high yields and purity.
Kinetics and equilibrium constants for reactions of α-phenyl- substituted cyclopropylcarbinyl radicals
Halgren, Thomas A.,Roberts, John D.,Horner, John H.,Martinez, Felix N.,Tronche, Christopher,Newcomb, Martin
, p. 2988 - 2994 (2007/10/03)
Laser-flash photolysis methods were used to determine Arrhenius functions for cyclizations of the 4,4-diphenyl-3-butenyl (2) and trans-4- phenyl-3-butenyl (5) radicals to the 1,1-diphenylcyclopropylcarbinyl (1) and 1-phenylcyclopropylcarbinyl (4) radicals, respectively. At 20 °C, the cyclization rate constants are 1.7 x 107 and 5.4 x 106 s-1. Equilibrium constants for the two processes were estimated and evaluated with thermochemical data and via computational methods, and Arrhenius functions for the ring-opening reactions of the cyclopropylcarbinyl radicals were calculated. The cyclization reactions of 2 and 5 are strongly enthalpy controlled. Production of radicals 1 and 2 from the corresponding tert- butylperoxy esters in the presence of Et3SnH gave diphenylcyclopropylmethane and 1,1-diphenyl-1-butene from H-atom trapping of radicals 1 and 2 and 4- phenyl-1,2-dihydronaphthalene which derives from the product radical formed by addition of the radical moiety in 2 to the cis-phenyl group. Rate constants for the latter cyclization of 2 and for reactions of radicals 1 and 2 with Et3SnH were obtained from the indirect kinetic studies.
Formation of cyclopropanes by homolytic substitution reactions of 3- iodopropyl radicals: Preparative and rate studies
Curran, Dennis P.,Gabarda, Ana E.
, p. 3327 - 3336 (2007/10/03)
Reduction of 2-substituted 1,3-diiodopropane derivatives with tin hydride provides substituted cyclopropanes. The reaction occurs through a homolytic substitution of the 3-iodopropyl radical, which has a rate constant of about 5 x 105 s-1 at 80°C.
